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Literature DB >> 23323269

An efficient synthesis of optically active trifluoromethyl aldimines via asymmetric biomimetic transamination.

Mao Liu¹, Jing Li, Xiao Xiao, Ying Xie, Yian Shi.

Abstract

This communication describes a chiral base-catalyzed asymmetric [1,3]-proton shift of trifluoromethyl ketimines, giving a wide variety of trifluoromethyl aldimines containing various functional groups with up to 94% ee.

Entities: Chemical

Mesh：

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Year: 2013 PMID： 23323269 DOI： 10.1039/c2cc37423d

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

7 in total

1. Novel endoperoxide-based transmission-blocking antimalarials with liver- and blood-schizontocidal activities.

Authors: Daniela Miranda; Rita Capela; Inês S Albuquerque; Patrícia Meireles; Isa Paiva; Fátima Nogueira; Richard Amewu; Jiri Gut; Philip J Rosenthal; Rudi Oliveira; Maria M Mota; Rui Moreira; Francesc Marti; Miguel Prudêncio; Paul M O'Neill; Francisca Lopes
Journal: ACS Med Chem Lett Date: 2013-12-20 Impact factor: 4.345

2. Cinchonium Betaines as Efficient Catalysts for Asymmetric Proton Transfer Catalysis: The Development of a Practical Enantioselective Isomerization of Trifluoromethyl Imines.

Authors: Xiao Zhou; Yongwei Wu; Li Deng
Journal: J Am Chem Soc Date: 2016-09-09 Impact factor: 15.419

3. Strategies for the Catalytic Enantioselective Synthesis of α-Trifluoromethyl Amines.

Authors: Chibueze I Onyeagusi; Steven J Malcolmson
Journal: ACS Catal Date: 2020-10-12 Impact factor: 13.084

4. Synthesis of α-CF₃-proline derivatives by means of a formal (3 + 2)-cyclisation between trifluoropyruvate imines and Michael acceptors.

Authors: Michael Winter; Kirill Faust; Markus Himmelsbach; Mario Waser
Journal: Org Biomol Chem Date: 2019-06-12 Impact factor: 3.876

An efficient synthesis of optically active trifluoromethyl aldimines via asymmetric biomimetic transamination.

1. Novel endoperoxide-based transmission-blocking antimalarials with liver- and blood-schizontocidal activities.

2. Cinchonium Betaines as Efficient Catalysts for Asymmetric Proton Transfer Catalysis: The Development of a Practical Enantioselective Isomerization of Trifluoromethyl Imines.

3. Strategies for the Catalytic Enantioselective Synthesis of α-Trifluoromethyl Amines.

4. Synthesis of α-CF₃-proline derivatives by means of a formal (3 + 2)-cyclisation between trifluoropyruvate imines and Michael acceptors.

5. Catalytic asymmetric umpolung reactions of imines.

Review 6. Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine.

7. Pd-Catalyzed Allylation of Imines to Access α-CF₃-Substituted α-Amino Acid Derivatives.

An efficient synthesis of optically active trifluoromethyl aldimines via asymmetric biomimetic transamination.

1. Novel endoperoxide-based transmission-blocking antimalarials with liver- and blood-schizontocidal activities.

2. Cinchonium Betaines as Efficient Catalysts for Asymmetric Proton Transfer Catalysis: The Development of a Practical Enantioselective Isomerization of Trifluoromethyl Imines.

3. Strategies for the Catalytic Enantioselective Synthesis of α-Trifluoromethyl Amines.

4. Synthesis of α-CF3-proline derivatives by means of a formal (3 + 2)-cyclisation between trifluoropyruvate imines and Michael acceptors.

5. Catalytic asymmetric umpolung reactions of imines.

Review 6. Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine.

7. Pd-Catalyzed Allylation of Imines to Access α-CF3-Substituted α-Amino Acid Derivatives.

4. Synthesis of α-CF₃-proline derivatives by means of a formal (3 + 2)-cyclisation between trifluoropyruvate imines and Michael acceptors.

7. Pd-Catalyzed Allylation of Imines to Access α-CF₃-Substituted α-Amino Acid Derivatives.